data_IBQ # _chem_comp.id IBQ _chem_comp.name IODO-BEDAQUILINE _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H31 I N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-26 _chem_comp.pdbx_modified_date 2016-01-15 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 602.505 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IBQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4V1H _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal IBQ I01 I01 I 0 1 N N N 55.774 80.253 30.649 -6.055 -0.253 0.797 I01 IBQ 1 IBQ O02 O02 O 0 1 N N N 57.849 72.952 32.038 1.151 -0.253 1.759 O02 IBQ 2 IBQ O03 O03 O 0 1 N N N 59.328 73.135 27.982 1.193 0.953 -3.094 O03 IBQ 3 IBQ N04 N04 N 0 1 N N N 56.356 69.874 29.961 1.935 -4.105 0.111 N04 IBQ 4 IBQ N05 N05 N 0 1 Y N N 58.112 75.134 27.874 -1.071 0.645 -2.797 N05 IBQ 5 IBQ C06 C06 C 0 1 N N S 58.941 72.350 31.343 2.012 -0.349 0.622 C06 IBQ 6 IBQ C07 C07 C 0 1 N N R 59.883 73.395 30.648 1.731 0.816 -0.330 C07 IBQ 7 IBQ C08 C08 C 0 1 N N N 58.172 71.493 30.327 1.755 -1.672 -0.102 C08 IBQ 8 IBQ C09 C09 C 0 1 Y N N 59.665 71.467 32.361 3.448 -0.294 1.073 C09 IBQ 9 IBQ C10 C10 C 0 1 Y N N 59.097 74.441 29.929 0.339 0.681 -0.891 C10 IBQ 10 IBQ C11 C11 C 0 1 N N N 57.267 70.448 30.980 2.059 -2.838 0.842 C11 IBQ 11 IBQ C12 C12 C 0 1 Y N N 60.941 73.994 31.524 1.846 2.117 0.422 C12 IBQ 12 IBQ C13 C13 C 0 1 Y N N 60.677 70.520 32.058 4.489 -0.377 0.132 C13 IBQ 13 IBQ C14 C14 C 0 1 Y N N 59.272 71.626 33.701 3.746 -0.159 2.395 C14 IBQ 14 IBQ C15 C15 C 0 1 Y N N 58.593 75.578 30.557 -0.719 0.485 -0.055 C15 IBQ 15 IBQ C16 C16 C 0 1 Y N N 61.260 69.780 33.092 5.833 -0.323 0.575 C16 IBQ 16 IBQ C17 C17 C 0 1 Y N N 58.826 74.245 28.587 0.131 0.758 -2.274 C17 IBQ 17 IBQ C19 C19 C 0 1 Y N N 60.686 74.483 32.808 2.794 3.050 0.047 C19 IBQ 18 IBQ C18 C18 C 0 1 Y N N 62.232 74.058 31.007 0.999 2.380 1.482 C18 IBQ 19 IBQ C20 C20 C 0 1 Y N N 59.864 70.880 34.723 5.068 -0.106 2.831 C20 IBQ 20 IBQ C21 C21 C 0 1 Y N N 61.131 70.290 30.756 4.221 -0.511 -1.241 C21 IBQ 21 IBQ C22 C22 C 0 1 Y N N 57.843 76.495 29.809 -2.004 0.365 -0.621 C22 IBQ 22 IBQ C23 C23 C 0 1 Y N N 60.849 69.955 34.418 6.101 -0.189 1.949 C23 IBQ 23 IBQ C24 C24 C 0 1 Y N N 57.603 76.250 28.459 -2.148 0.451 -2.027 C24 IBQ 24 IBQ C26 C26 C 0 1 N N N 57.071 69.011 29.004 2.445 -5.227 0.911 C26 IBQ 25 IBQ C25 C25 C 0 1 N N N 55.237 69.140 30.565 0.544 -4.342 -0.300 C25 IBQ 26 IBQ C27 C27 C 0 1 Y N N 62.262 68.846 32.815 6.873 -0.406 -0.366 C27 IBQ 27 IBQ C29 C29 C 0 1 Y N N 61.729 75.022 33.555 2.900 4.244 0.736 C29 IBQ 28 IBQ C28 C28 C 0 1 Y N N 63.267 74.596 31.755 1.105 3.573 2.172 C28 IBQ 29 IBQ C30 C30 C 0 1 Y N N 62.131 69.353 30.480 5.254 -0.589 -2.124 C30 IBQ 30 IBQ C31 C31 C 0 1 Y N N 63.015 75.078 33.034 2.056 4.504 1.800 C31 IBQ 31 IBQ C32 C32 C 0 1 Y N N 62.692 68.619 31.515 6.576 -0.536 -1.688 C32 IBQ 32 IBQ C33 C33 C 0 1 Y N N 57.319 77.636 30.407 -3.137 0.162 0.181 C33 IBQ 33 IBQ C34 C34 C 0 1 Y N N 56.849 77.164 27.725 -3.429 0.332 -2.592 C34 IBQ 34 IBQ C35 C35 C 0 1 Y N N 56.564 78.546 29.680 -4.364 0.050 -0.402 C35 IBQ 35 IBQ C36 C36 C 0 1 Y N N 56.322 78.300 28.337 -4.508 0.136 -1.785 C36 IBQ 36 IBQ C37 C37 C 0 1 N N N 59.031 72.854 26.608 0.927 1.023 -4.496 C37 IBQ 37 IBQ H02 H02 H 0 1 N N N 57.315 72.275 32.437 1.363 0.480 2.352 H02 IBQ 38 IBQ H371 H371 H 0 0 N N N 59.527 71.919 26.309 1.861 1.181 -5.036 H371 IBQ 39 IBQ H372 H372 H 0 0 N N N 57.943 72.748 26.482 0.470 0.090 -4.826 H372 IBQ 40 IBQ H373 H373 H 0 0 N N N 59.394 73.679 25.978 0.247 1.851 -4.695 H373 IBQ 41 IBQ H111 H111 H 0 0 N N N 56.674 70.923 31.776 1.353 -2.826 1.672 H111 IBQ 42 IBQ H112 H112 H 0 0 N N N 57.885 69.647 31.412 3.074 -2.738 1.227 H112 IBQ 43 IBQ H251 H251 H 0 0 N N N 54.592 68.735 29.771 0.214 -3.531 -0.949 H251 IBQ 44 IBQ H252 H252 H 0 0 N N N 55.628 68.314 31.177 0.481 -5.287 -0.840 H252 IBQ 45 IBQ H253 H253 H 0 0 N N N 54.652 69.821 31.200 -0.093 -4.384 0.582 H253 IBQ 46 IBQ H261 H261 H 0 0 N N N 56.358 68.608 28.269 1.877 -5.301 1.837 H261 IBQ 47 IBQ H262 H262 H 0 0 N N N 57.841 69.600 28.484 2.342 -6.153 0.346 H262 IBQ 48 IBQ H263 H263 H 0 0 N N N 57.548 68.180 29.545 3.497 -5.058 1.142 H263 IBQ 49 IBQ H07 H07 H 0 1 N N N 60.418 72.830 29.871 2.455 0.801 -1.145 H07 IBQ 50 IBQ H081 H081 H 0 0 N N N 57.549 72.158 29.710 0.711 -1.720 -0.413 H081 IBQ 51 IBQ H082 H082 H 0 0 N N N 58.900 70.973 29.687 2.399 -1.738 -0.979 H082 IBQ 52 IBQ H14 H14 H 0 1 N N N 58.498 72.338 33.945 2.945 -0.091 3.116 H14 IBQ 53 IBQ H15 H15 H 0 1 N N N 58.778 75.750 31.607 -0.576 0.424 1.014 H15 IBQ 54 IBQ H18 H18 H 0 1 N N N 62.429 73.685 30.013 0.255 1.653 1.773 H18 IBQ 55 IBQ H19 H19 H 0 1 N N N 59.687 74.443 33.217 3.453 2.847 -0.785 H19 IBQ 56 IBQ H21 H21 H 0 1 N N N 60.698 70.851 29.941 3.201 -0.554 -1.594 H21 IBQ 57 IBQ H20 H20 H 0 1 N N N 59.555 71.024 35.748 5.277 0.003 3.885 H20 IBQ 58 IBQ H23 H23 H 0 1 N N N 61.300 69.368 35.205 7.121 -0.147 2.301 H23 IBQ 59 IBQ H27 H27 H 0 1 N N N 62.709 68.291 33.626 7.903 -0.366 -0.043 H27 IBQ 60 IBQ H28 H28 H 0 1 N N N 64.265 74.641 31.346 0.443 3.779 3.000 H28 IBQ 61 IBQ H29 H29 H 0 1 N N N 61.537 75.400 34.548 3.641 4.973 0.443 H29 IBQ 62 IBQ H30 H30 H 0 1 N N N 62.466 69.201 29.464 5.045 -0.692 -3.179 H30 IBQ 63 IBQ H33 H33 H 0 1 N N N 57.503 77.817 31.456 -3.038 0.095 1.254 H33 IBQ 64 IBQ H34 H34 H 0 1 N N N 56.672 76.991 26.674 -3.557 0.396 -3.662 H34 IBQ 65 IBQ H32 H32 H 0 1 N N N 63.453 67.881 31.312 7.378 -0.599 -2.409 H32 IBQ 66 IBQ H31 H31 H 0 1 N N N 63.819 75.496 33.622 2.139 5.437 2.338 H31 IBQ 67 IBQ H36 H36 H 0 1 N N N 55.723 78.991 27.763 -5.490 0.045 -2.224 H36 IBQ 68 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal IBQ I01 C35 SING N N 1 IBQ O02 C06 SING N N 2 IBQ O03 C17 SING N N 3 IBQ O03 C37 SING N N 4 IBQ N04 C11 SING N N 5 IBQ N04 C25 SING N N 6 IBQ N04 C26 SING N N 7 IBQ N05 C17 DOUB Y N 8 IBQ N05 C24 SING Y N 9 IBQ C06 C07 SING N N 10 IBQ C06 C08 SING N N 11 IBQ C06 C09 SING N N 12 IBQ C07 C10 SING N N 13 IBQ C07 C12 SING N N 14 IBQ C08 C11 SING N N 15 IBQ C09 C13 SING Y N 16 IBQ C09 C14 DOUB Y N 17 IBQ C10 C15 DOUB Y N 18 IBQ C10 C17 SING Y N 19 IBQ C12 C18 DOUB Y N 20 IBQ C12 C19 SING Y N 21 IBQ C13 C16 DOUB Y N 22 IBQ C13 C21 SING Y N 23 IBQ C14 C20 SING Y N 24 IBQ C15 C22 SING Y N 25 IBQ C16 C23 SING Y N 26 IBQ C16 C27 SING Y N 27 IBQ C18 C28 SING Y N 28 IBQ C19 C29 DOUB Y N 29 IBQ C20 C23 DOUB Y N 30 IBQ C21 C30 DOUB Y N 31 IBQ C22 C24 SING Y N 32 IBQ C22 C33 DOUB Y N 33 IBQ C24 C34 DOUB Y N 34 IBQ C27 C32 DOUB Y N 35 IBQ C28 C31 DOUB Y N 36 IBQ C29 C31 SING Y N 37 IBQ C30 C32 SING Y N 38 IBQ C33 C35 SING Y N 39 IBQ C34 C36 SING Y N 40 IBQ C35 C36 DOUB Y N 41 IBQ O02 H02 SING N N 42 IBQ C37 H371 SING N N 43 IBQ C37 H372 SING N N 44 IBQ C37 H373 SING N N 45 IBQ C11 H111 SING N N 46 IBQ C11 H112 SING N N 47 IBQ C25 H251 SING N N 48 IBQ C25 H252 SING N N 49 IBQ C25 H253 SING N N 50 IBQ C26 H261 SING N N 51 IBQ C26 H262 SING N N 52 IBQ C26 H263 SING N N 53 IBQ C07 H07 SING N N 54 IBQ C08 H081 SING N N 55 IBQ C08 H082 SING N N 56 IBQ C14 H14 SING N N 57 IBQ C15 H15 SING N N 58 IBQ C18 H18 SING N N 59 IBQ C19 H19 SING N N 60 IBQ C21 H21 SING N N 61 IBQ C20 H20 SING N N 62 IBQ C23 H23 SING N N 63 IBQ C27 H27 SING N N 64 IBQ C28 H28 SING N N 65 IBQ C29 H29 SING N N 66 IBQ C30 H30 SING N N 67 IBQ C33 H33 SING N N 68 IBQ C34 H34 SING N N 69 IBQ C32 H32 SING N N 70 IBQ C31 H31 SING N N 71 IBQ C36 H36 SING N N 72 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor IBQ SMILES ACDLabs 12.01 "Ic1ccc2nc(OC)c(cc2c1)C(c3ccccc3)C(O)(c5c4ccccc4ccc5)CCN(C)C" IBQ InChI InChI 1.03 "InChI=1S/C32H31IN2O2/c1-35(2)19-18-32(36,28-15-9-13-22-10-7-8-14-26(22)28)30(23-11-5-4-6-12-23)27-21-24-20-25(33)16-17-29(24)34-31(27)37-3/h4-17,20-21,30,36H,18-19H2,1-3H3/t30-,32-/m1/s1" IBQ InChIKey InChI 1.03 UXPXAEJHNFTCFD-XLJNKUFUSA-N IBQ SMILES_CANONICAL CACTVS 3.385 "COc1nc2ccc(I)cc2cc1[C@@H](c3ccccc3)[C@@](O)(CCN(C)C)c4cccc5ccccc45" IBQ SMILES CACTVS 3.385 "COc1nc2ccc(I)cc2cc1[CH](c3ccccc3)[C](O)(CCN(C)C)c4cccc5ccccc45" IBQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN(C)CC[C@@](c1cccc2c1cccc2)([C@H](c3ccccc3)c4cc5cc(ccc5nc4OC)I)O" IBQ SMILES "OpenEye OEToolkits" 1.7.6 "CN(C)CCC(c1cccc2c1cccc2)(C(c3ccccc3)c4cc5cc(ccc5nc4OC)I)O" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier IBQ "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2S)-4-(dimethylamino)-1-(6-iodo-2-methoxyquinolin-3-yl)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol" IBQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,2S)-4-(dimethylamino)-1-(6-iodanyl-2-methoxy-quinolin-3-yl)-2-naphthalen-1-yl-1-phenyl-butan-2-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IBQ "Create component" 2014-09-26 EBI IBQ "Initial release" 2016-01-20 RCSB #